Ultimate Chicago Experience in 4 Days Itinerary

Enjoy a relaxed morning with a gourmet brunch at The Signature Room at the 95th, offering stunning views of the city. Then, take a leisurely walk along the Chicago Riverwalk.

For lunch, experience the vibrant atmosphere of Xoco, known for its gourmet Mexican cuisine. Afterward, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic buildings.

In the evening, opt for a unique dining experience at The Publican, a European-inspired beer hall. Conclude your day with the Chicago River Guided Sunset Cocktail & Architecture Tour, where you can enjoy the city's skyline with a drink in hand.

Start your day with a classic Chicago breakfast at Wildberry Pancakes and Cafe. Then, visit the Field Museum to explore natural history and the famous Sue the T-Rex.

For lunch, enjoy a variety of options at Eataly Chicago, a vibrant Italian marketplace. Afterward, spend the afternoon at Navy Pier, taking a ride on the Centennial Wheel and exploring the shops and attractions.

Dine at Giordano's for their famous stuffed deep-dish pizza. After dinner, catch a comedy show at The Second City, known for launching the careers of many comedy legends.

Indulge in a luxurious brunch at The Langham, Chicago's Travelle, known for its elegant atmosphere and delectable dishes. Then, take a walk through the historic Wrigleyville neighborhood.

For your last lunch in Chicago, enjoy the vibrant flavors of Frontera Grill, a renowned Mexican restaurant. Afterward, take a speedboat ride on the Chicago Lakefront Seadog Speedboat Ride for a thrilling experience on Lake Michigan.

Conclude your Chicago adventure with a memorable dinner at Au Cheval, famous for its indulgent cheeseburger. Afterward, immerse yourself in the interactive and entertaining world of Museum of Science and Industry before heading to The Second City for a final night of comedy.